Condensed cyclic compound and organic light-emitting device including the same

ABSTRACT

A condensed cyclic compound and an organic light-emitting device including the same, the condensed cyclic compound being represented by the following Formula 1:

CROSS-REFERENCE TO RELATED APPLICATION

Korean Patent Application No. 10-2015-0124940, filed on Sep. 3, 2015, inthe Korean Intellectual Property Office, and entitled: “Condensed CyclicCompound and Organic Light-Emitting Device Including the Same,” isincorporated by reference herein in its entirety.

BACKGROUND

1. Field

Embodiments relate to a condensed cyclic compound and an organiclight-emitting device including the same.

2. Description of the Related Art

Organic light-emitting devices are self-emission devices that have wideviewing angles, high contrast ratios, short response times, andexcellent brightness, driving voltage, and response speedcharacteristics, and produce full-color images.

The organic light-emitting device may include a first electrode on asubstrate, and a hole transport region, an emission layer, an electrontransport region, and a second electrode, which are sequentiallydisposed on the first electrode. Holes provided from the first electrodemay move toward the emission layer through the hole transport region,and electrons provided from the second electrode may move toward theemission layer through the electron transport region. Carriers, such asholes and electrons, recombine in the emission layer to produceexcitons. These excitons change from an excited state to a ground state,thereby generating light.

SUMMARY

Embodiments are directed to a condensed cyclic compound and an organiclight-emitting device including the same.

Additional aspects will be set forth in part in the description whichfollows and, in part, will be apparent from the description, or may belearned by practice of the presented embodiments.

According to one or more exemplary embodiments, a condensed cycliccompound is represented by Formula 1:

In Formula 1,

ring A₁ and ring A₂ may be each independently selected from a benzene, anaphthalene, a pyridine, a pyrimidine, a pyrazine, a quinoline, anisoquinoline, a quinoxaline, a quinazoline, and a cinnoline,

X₁ may be N-[(L₁₁)_(a11)-(R₁₁)_(b11)], O, or S,

L₁, L₂, and L₁₁ may be each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

a1 and a2 may be each independently an integer of 1 to 5, a11 may beselected from integers of 0 to 5, when a1 is 2 or more, two or moreL₁(s) may be identical to or different from each other, when a2 is 2 ormore, two or more L₂(s) may be identical to or different from eachother, when a11 is 2 or more, two or more L₁₁(s) may be identical to ordifferent from each other,

R₁ to R₆, and R₁₁ may be each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted heterocycloalkenyl group, a substituted or unsubstitutedC₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group,a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,—N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), and —B(Q₆)(Q₇),

b1, b2, b5, b6, and b11 may be each independently an integer of 0 to 4,

b3 and b4 may be each independently an integer of 0 to 6,

c1 and c2 may be each independently an integer of 0 to 4, and

at least one of substituents of the substituted C₃-C₁₀ cycloalkylenegroup, substituted C₁-C₁₀ heterocycloalkylene group, substituted C₃-C₁₀cycloalkenylene group, substituted C₁-C₁₀ heterocycloalkenylene group,substituted C₆-C₆₀ arylene group, substituted C₁-C₆₀ heteroarylenegroup, substituted divalent non-aromatic condensed polycyclic group,substituted divalent non-aromatic condensed heteropolycyclic group,substituted C₁-C₆₀ alkyl group, substituted C₂-C₆₀ alkenyl group,substituted C₂-C₆₀ alkynyl group, substituted C₁-C₆₀ alkoxy group,substituted C₃-C₁₀ cycloalkyl group, substituted C₁-C₁₀ heterocycloalkylgroup, substituted C₃-C₁₀ cycloalkenyl group, substituted C₁-C₁₀heterocycloalkenyl group, substituted C₆-C₆₀ aryl group, substitutedC₆-C₆₀ aryloxy group, substituted C₆-C₆₀ arylthio group, substitutedC₁-C₆₀ heteroaryl group, substituted monovalent non-aromatic condensedpolycyclic group, and substituted monovalent non-aromatic condensedheteropolycyclic group may be selected from

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂),—Si(Q₂₃)(Q₂₄)(Q₂₅), and —B(Q₂₆)(Q₂₇); and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇),

wherein Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ may be eachindependently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenylgroup, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group.

According to one or more exemplary embodiments, an organiclight-emitting device includes a first electrode, a second electrodefacing the first electrode, and an organic layer between the firstelectrode and the second electrode and including an emission layer,wherein the organic layer includes at least one condensed cycliccompound as described above.

BRIEF DESCRIPTION OF THE DRAWINGS

Features will be apparent to those of skill in the art by describing indetail exemplary embodiments with reference to the attached drawings inwhich:

FIGS. 1 to 4 each schematically illustrate the structure of an organiclight-emitting device according to an embodiment.

DETAILED DESCRIPTION

Example embodiments will now be described more fully hereinafter withreference to the accompanying drawings; however, they may be embodied indifferent forms and should not be construed as limited to theembodiments set forth herein. Rather, these embodiments are provided sothat this disclosure will be thorough and complete, and will fullyconvey exemplary implementations to those skilled in the art.

In the drawing figures, the dimensions of layers and regions may beexaggerated for clarity of illustration. It will also be understood thatwhen a layer or element is referred to as being “on” another layer orsubstrate, it can be directly on the other layer or substrate, orintervening layers may also be present. Further, it will be understoodthat when a layer is referred to as being “under” another layer, it canbe directly under, and one or more intervening layers may also bepresent. In addition, it will also be understood that when a layer isreferred to as being “between” two layers, it can be the only layerbetween the two layers, or one or more intervening layers may also bepresent. Like reference numerals refer to like elements throughout.

Reference will now be made in detail to exemplary embodiments, examplesof which are illustrated in the accompanying drawings, wherein likereference numerals refer to like elements throughout. In this regard,the present exemplary embodiments may have different forms and shouldnot be construed as being limited to the descriptions set forth herein.Accordingly, the exemplary embodiments are merely described below, byreferring to the figures, to explain aspects of the present description.As used herein, the term “and/or” includes any and all combinations ofone or more of the associated listed items. Expressions such as “atleast one of” when preceding a list of elements, modify the entire listof elements and do not modify the individual elements of the list.

A condensed cyclic compound may be represented by Formula 1:

Each of ring A₁ and ring A₂ in Formula 1 may be fused to a neighboringfive-membered ring while sharing carbons. Ring A₁ and ring A₂ in Formula1 may each independently be selected from a benzene, a naphthalene, apyridine, a pyrimidine, a pyrazine, a quinoline, an isoquinoline, aquinoxaline, a quinazoline, and a cinnoline.

For example, rings A₁ and A₂ in Formula 1 may each independently beselected from a benzene, a naphthalene, a pyridine, a quinoline, and anisoquinoline.

In some embodiments, in Formula 1, the A₁ ring may be a benzene, and A₂ring may be a benzene, a naphthalene, or a pyridine; or A₁ ring may be anaphthalene, and A₂ ring may be a benzene or a pyridine.

X₁ in Formula 1 may be N-[(L₁₁)_(a11)-(R₁₁)_(b11)], O, or S. L₁₁, a11,R₁₁, and b11 may be understood by referring to descriptions thereofgiven below.

In some embodiments, X₁ in Formula 1 may be O or S.

L₁, L₂, and L₁₁ in Formula 1 may each independently be selected from asubstituted or unsubstituted C₃-C₁₀ cycloalkylene group, a substitutedor unsubstituted C₁-C₁₀ heterocycloalkylene group, a substituted orunsubstituted C₃-C₁₀ cycloalkenylene group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group.

For example, L₁, L₂, and L₁₁ in Formula 1 may each independently beselected from

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzoimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzoimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₃)(Q₃₄)(Q₃₅),

wherein Q₃₃ to Q₃₅ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In some embodiments, L₁, L₂, and L₁₁ in Formula 1 may each independentlybe a group represented by one of the following Formulae 3-1 to Formula3-41.

In Formulae 3-1 to 3-41,

Y₁ is O, S, C(Z₃)(Z₄), N(Z₅), or Si(Z₆)(Z₇),

Z₁ to Z₇ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, atriazinyl group, and —Si(Q₃₃)(Q₃₄)(Q₃₅),

wherein Q₃₃ to Q₃₅ may be each independently selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group,

d2 is 1 or 2,

d3 is an integer of 1 to 3,

d4 is an integer of 1 to 4,

d5 is an integer of 1 to 5,

d6 is an integer of 1 to 6,

d8 is an integer of 1 to 8,

* and *′ each indicate a binding site to a neighboring atom.

In some embodiments, L₁, L₂, and L₁₁ in Formula 1 may each independentlybe a group represented by one of the following Formulae 4-1 to 4-35.

* and *′ in Formulae 4-1 and 4-35 each indicate a binding site to aneighboring atom.

In some embodiments, L₁ and L₂ in Formula 1 may each independently beselected from or include substituted or unsubstituted condensedpolycyclic groups having 3 or more carbocyclic groups condensed to eachother.

In an implementation, at least one substituent of the substitutedcondensed polycyclic groups having 3 or more carbocyclic groupscondensed to each other may be selected from:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂),—Si(Q₂₃)(Q₂₄)(Q₂₅), and —B(Q₂₆)(Q₂₇); and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇),

wherein Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ may be eachindependently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenylgroup, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group.

The substituted or unsubstituted condensed polycyclic groups having 3 ormore carbocyclic groups condensed to each other may include a carbonatom as a ring-forming atom and may not include a heteroatom (e.g., N,O, S, Si, and P). Accordingly, for example, a naphthylene group may notbelong to the substituted or unsubstituted condensed polycyclic grouphaving 3 or more carbocyclic groups condensed to each other, because thenaphthylene group is a condensed polycyclic group having only twocarbocyclic groups condensed to each other. A pyridinylene group may notbelong to the substituted or unsubstituted condensed polycyclic grouphaving 3 or more carbocyclic groups condensed to each other, because thepyridinylene group includes N as a ring-forming atom (and only has onering).

For example, L₁ and L₂ in Formula 1 may each independently be selectedfrom

an indacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, and an ovalenylene group; and

an indacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, and an ovalenylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₃)(Q₃₄)(Q₃₅),

wherein Q₃₃ to Q₃₅ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In some embodiments, L₁ and L₂ in Formula 1 may each independently beselected from

a phenalenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, and a perylenylene group; and

a phenalenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, and a perylenylene group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a pentalenyl group, an indenyl group, anaphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a Spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₃)(Q₃₄)(Q₃₅),

wherein Q₃₃ to Q₃₅ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In some embodiments, in Formula 1, L₁ and L₂ may each independently be agroup represented by one of Formulae 4-11, 4-13, 4-27, and 4-29 to 4-35,and L₁₁ may be a group represented by one of Formulae 4-1 to 4-35.

In Formula 1, a1 and a2 may each independently be an integer of 1 to 5,and a11 may be selected from integers of 0 to 5. When a1 is 0,*-(L₁)_(a1)-*′ is a single bond, and when a1 is 2 or more, two or moreL₁s may be identical to or different from each other. When a2 is 0,*-(L₂)_(a2)-*′ is a single bond, and when a2 is 2 or more, two or moreL_(e)s may be identical to or different from each other. When a11 is 0,*-(L₁₁)_(a11)-*′ is a single bond, and when a11 is 2 or more, two ormore L₁₁s may be identical to or different from each other.

Neither of a1 and a2 may be 0, and therefore, in Formula 1, “L₁” in agroup represented by *-[(L₁)_(a1)-(R₁)_(b1)] and “L₂” in a grouprepresented by *-[(L₂)_(a2)-(R₂)_(b2)] certainly exist.

For example, a1 and a2 in Formula 1 may be each independently 1 or 2. Insome embodiments, a1 and a2 in Formula 1 may be 1.

For example, a11 in Formula 1 may be 0, 1, or 2.

R₁ to R₆ and R₁₁ in Formula 1 may each independently be selected from orinclude, e.g., hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a substituted or unsubstituted C₁-C₆₀ alkylgroup, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), and —B(Q₆)(Q₇).

For example, R₁ to R₆ and R₁₁ in Formula 1 may each independently beselected from

hydrogen, deuterium, —F, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, and a phosphoric acidgroup or a salt thereof;

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aSpiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group,a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a thiadiazolylgroup, an imidazopyridinyl group, and an imidazopyrimidinyl group;

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group,a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group a dibenzosilolyl group, a thiadiazolylgroup, an imidazopyridinyl group, and an imidazopyrimidinyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₃)(Q₃₄)(Q₃₅); and

—Si(Q₃)(Q₄)(Q₅),

wherein Q₃ to Q₅ and Q₃₃ to Q₃₅ may each independently be selected froma C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, and a naphthyl group.

In some embodiments, R₁ to R₆ and R₁₁ in Formula 1 may eachindependently be selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxygroup, a group represented by one of Formulae 5-1 to 5-75, and—Si(Q₃)(Q₄)(Q₅), wherein Q₃ to Q₅ may each independently be selectedfrom a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, and a naphthyl group:

In Formulae 5-1 to 5-75,

Y₃₁ is O, S, C(Z₃₃)(Z₃₄), N(Z₃₅), or Si(Z₃₆)(Z₃₇),

Z₃₁ to Z₃₇ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, atriazinyl group, and —Si(Q₃₃)(Q₃₄)(Q₃₅),

wherein Q₃₃ to Q₃₅ may each independently be selected from a C₁-C₁₀alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group,

e2 is 1 or 2,

e3 is an integer of 1 to 3,

e4 is an integer of 1 to 4,

e5 is an integer of 1 to 5,

e6 is an integer of 1 to 6,

e7 is an integer of 1 to 7,

e8 is an integer of 1 to 8,

e9 is an integer of 1 to 9, and

* indicates a binding site to a neighboring atom.

In some embodiments, in Formula 1,

R₃ to R₆ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, and —Si(Q₃)(Q₄)(Q₅), and

R₁, R₂, and R₁₁ may each independently be a group represented byFormulae 6-1 to 6-43 or a group represented by Formulae 10-1 to 10-117,wherein Q₃ to Q₅ may each independently be selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group:

* in Formulae 6-1 to 6-41 and 10-1 to 10-117 indicates a binding site toa neighboring atom.

In some embodiments, in Formula 1,

R₃ to R₆ may be hydrogen, and

R₁, R₂, and R₁₁ may each independently be a group represented by one ofFormulae 5-1 to 5-75 (e.g., a group represented by Formulae 6-1 to 6-43and/or 10-1 to 10-117).

In Formula 1, b1, b2, b5, b6, and b11 may each independently be aninteger of 0 to 4, and b3 and b4 may each independently be an integer of0 to 6. When b1 is 2 or more, R₁ may be identical to or different fromeach other, when b2 is 2 or more, R₂ may be identical to or differentfrom each other, when b3 is 2 or more, R₃ may be identical to ordifferent from each other, when b4 is 2 or more, R₄ may be identical toor different from each other, when b5 is 2 or more, R₅ may be identicalto or different from each other, and when b6 is 2 or more, R₆ may beidentical to or different from each other.

For example, b1 to b6 in Formula 1 may each independently be 1 or 2.

c1 and c2 in Formula 1 may each independently be an integer of 0 to 4.For example, c1 and c2 may each independently be 0, 1, or 2.

In some embodiments, c1+c2 (a sum of c1 and c2) in Formula 1 may be 1 orgreater. When the sum of c1 and c2 is 1 or greater, at least one of thegroup represented by *-[(L₁)_(a1)-(R₁)_(b1)] and the group representedby *-[(L₂)_(a2)-(R₂)_(b2)] in Formula 1 is present.

For example, in Formula 1,

c1 may be 1, and c2 may be 0;

c1 may be 1, and c2 may be 1; or

c1 may be 0, and c2 may be 1.

In some embodiments, in Formula 1, L₁ and L₂ may each independently be agroup represented by Formulae 3-8, 3-9, 3-25, and 3-35 to 3-41, L₁₁ maybe a group represented by Formulae 3-1 to 3-41, and c1+c2 may be 1 orgreater.

In some embodiments, the condensed cyclic compound represented byFormula 1 may be represented by Formula 1A:

A₁ ring, A₂ ring, X₁, L₁, a1, R₁, R₃ to R₆, b1, and b3 to b6 in Formula1A may be understood by referring to descriptions thereof with respectto Formula 1.

In some embodiments, the condensed cyclic compound represented byFormula 1 may be represented by one of Formulae 1-1 to 1-7.

In Formulae 1-1 to 1-7,

X₁, L₁, L₂, a1, a2, R₁, R₂, R₅, R₆, b1, b2, b5, b6, c1, and c2 may beunderstood by referring to descriptions thereof provided herein withrespect to Formula 1,

X₂₁ is N or C(R₂₁), X₂₂ is N or C(R₂₂), X₂₃ is N or C(R₂₃), X₂₄ is N orC(R₂₄), X₂₅ is N or C(R₂₅), X₂₆ is N or C(R₂₆), X₃₁ is N or C(R₃₁), X₃₂is N or C(R₃₂), X₃₃ is N or C(R₃₃), X₃₄ is N or C(R₃₄), X₃₅ is N orC(R₃₅), and X₃₆ is N or C(R₃₆),

each description of R₂₁ to R₂₆ may be the same as the description of R₃provided herein with respect to Formula 1, and

each description of R₃₁ to R₃₆ may be the same as the description of R₄provided herein with respect to Formula 1.

In some embodiments, the condensed cyclic compound represented byFormula 1 may be represented by one of Formulae 1(1) to 1(19):

In Formulae 1(1) to 1(19),

descriptions of X₁, L₁, L₂, a1, a2, R₁ to R₆, b1 to b6, c1, and c2 arethe same as provided herein with respect to Formula 1,

ba3 and bb3 may be each independently an integer of 0 to 3,

ba4 and bb4 may be each independently an integer of 0 to 4,

ba5 and bb5 may be each independently an integer of 0 to 5, and

ba6 and bb6 may be each independently an integer of 0 to 6.

In some embodiments, the condensed cyclic compound represented byFormula 1 may be represented by one of Formulae 1A-1 to 1A-4:

Descriptions of A₁ ring, A₂ ring, X₁, R₁, R₃ to R₆, b1, and b3 to b6 inFormulae 1A-1 to 1A-4 are the same as provided herein with respect toFormula 1.

For example, in Formulae 1A-1 to 1A-4,

A₁ ring and A₂ ring with respect to Formula 1, selected from a benzene,a naphthalene, a pyridine, a quinoline, and an isoquinoline,

X₁ may be O or S,

R₁ may be a group represented by one of Formulae 5-1 to 5-75,

R₃ to R₆ with respect to Formula 1, selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, and —Si(Q₃)(Q₄)(Q₅),

Z₁ and Z₂ may each be understood by referring to the description of Z₃₁,and

b3 to b6, d4, d5, and d8 with respect to Formula 1, 0, 1, or 2.

In some embodiments, the condensed cyclic compound represented byFormula 1 may be one of Compounds 1 to 64:

The condensed cyclic compound represented by Formula 1 may have acondensed cyclic core based on spiro-bifluorene. Accordingly,deterioration of the condensed cyclic compound represented by Formula 1due to electrons may be reduced and/or prevented. Thus, an electrondevice, e.g., an organic light-emitting device, including the condensedcyclic compound represented by Formula 1 may have a long lifespan.

In an implementation, the condensed cyclic compound represented byFormula 1 may have a relatively high charge transport capability (holesor electrons), and accordingly, in an emission layer in an organiclight-emitting device using the condensed cyclic compound represented byFormula 1, an exciton formation ratio may be increased, providing anorganic light-emitting device with high efficiency and low drivingvoltage.

Regarding the condensed cyclic compound represented by Formula 1, in thecase in which: the sum of c1 and c2 is 1 or more, and L₁ and L₂ are eachindependently selected from or include substituted or unsubstitutedcondensed polycyclic groups in which “3 or more carbocyclic groups” arecondensed with each other; and a ring-forming atom is not a heteroatom[e.g., regarding Formula 1, “L₁” in a group represented by*-[(L₁)_(a1)-(R₁)_(b1)] and “L₂” in a group represented by*-[(L₂)_(a2)-(R₂)_(b2)] are present or essentially exist (each of a1 anda2 is not 0), and L₁ and L₂ are each independently selected from orinclude substituted or unsubstituted condensed polycyclic groups inwhich “3 or more carbocyclic groups” are condensed with each other; anda ring-forming atom is not a heteroatom], when the condensed cycliccompound represented by Formula 1 is used as a host in an emission layerof an organic light-emitting device, an energy level between a host anda dopant may be efficiently adjusted, enabling an efficient energytransition between the host and the dopant. Accordingly, an electrondevice, e.g., an organic light-emitting device, including the condensedcyclic compound represented by Formula 1 may have a long lifespan.

The condensed cyclic compound represented by Formula 1 may besynthesized by using a suitable organic synthetic method.

At least one of the condensed cyclic compounds represented by Formula 1may be used or included between a pair of electrodes of an organiclight-emitting device. For example, the condensed cyclic compound may beincluded in an emission layer. In some embodiments, the condensed cycliccompound represented by Formula 1 may be used as a material for acapping layer on the outside of a pair of electrodes of an organiclight-emitting device.

Accordingly, an organic light-emitting device according to an embodimentmay include a first electrode, a second electrode facing the firstelectrode, and an organic layer between the first electrode and thesecond electrode and including an emission layer. The organic layer mayinclude at least one condensed cyclic compound represented by Formula 1.

The expression, “(for example, the organic layer) includes at least onecondensed cyclic compound” used herein may be construed as “(the organiclayer) includes one of the condensed cyclic compounds of Formula 1 or atleast two different condensed cyclic compounds of Formula 1.”

For example, the organic layer may include only Compound 1 as thecondensed cyclic compound. In this regard, Compound 1 may be in theemission layer of the organic light-emitting device. Alternatively, theorganic layer may include Compound 1 and Compound 2 as the condensedcyclic compounds. In this regard, Compound 1 and Compound 2 may be inthe same layer (e.g., Compound 1 and Compound 2 may both be in theemission layer) or may be in different layers from each other (e.g.,Compound 1 may be in a hole transport layer, and Compound 2 may be inthe emission layer).

The organic layer may include a hole transport region between the firstelectrode (anode) and the emission layer, and an electron transportregion between the emission layer and the second electrode (cathode).The hole transport region may include a hole injection layer, a holetransport layer, a buffer layer, an electron blocking layer, or anycombination thereof and the electron transport region may include a holeblocking layer, an electron transport layer, an electron injectionlayer, or any combination thereof. For example, the emission layer ofthe organic light-emitting device may include at least one of condensedcyclic compounds represented by Formula 1. The condensed cyclic compoundrepresented by Formula 1 included in the emission layer may serve as ahost, and in this regard, the emission layer may further include adopant. The dopant may be a phosphorescent dopant or a fluorescentdopant. In some embodiments, the dopant may be a fluorescent dopant.

The organic light-emitting device may further include at least one of afirst capping layer disposed in a path along which light generated inthe emission layer is extracted toward the outside through the firstelectrode, and a second capping layer disposed in a path along whichlight generated in the emission layer is extracted toward the outsidethrough the second electrode, wherein at least one of the first cappinglayer and the second capping layer may include at least one of thecondensed cyclic compounds described above

For example, the organic light-emitting device may have i) a structureincluding a first electrode, an organic layer, a second electrode, and asecond capping layer, which are sequentially stacked in this statedorder, ii) a structure including a first capping layer, a firstelectrode, an organic layer, and a second electrode, which aresequentially stacked in this stated order, or iii) a structure includinga first capping layer, a first electrode, an organic layer, a secondelectrode, and a second capping layer, which are sequentially stacked inthis stated order, wherein the condensed cyclic compound may be includedin at least one of the first capping layer and the second capping layer.

The term “organic layer” used herein refers to a single layer and/or aplurality of layers between the first electrode and the second electrodeof the organic light-emitting device. A material included in the“organic layer” is not limited to an organic compound.

FIG. 1 illustrates a schematic cross-sectional view of an organiclight-emitting device 10 according to an embodiment. The organiclight-emitting device 10 includes a first electrode 110, an organiclayer 150, and a second electrode 190.

Hereinafter, the structure of an organic light-emitting device accordingto an embodiment and a method of manufacturing an organic light-emittingdevice according to an embodiment will be described in connection withFIG. 1.

In an implementation, a substrate may be additionally disposed under thefirst electrode 110 or above the second electrode 190. The substrate maybe a glass substrate or transparent plastic substrate, each withexcellent mechanical strength, thermal stability, transparency, surfacesmoothness, ease of handling, and water-resistance.

The first electrode 110 may be formed by depositing or sputtering amaterial for forming the first electrode 110 on the substrate. When thefirst electrode 110 is an anode, the material for the first electrode110 may be selected from materials with a high work function tofacilitate hole injection. The first electrode 110 may be a reflectiveelectrode or a transmissive electrode. The material for the firstelectrode 110 may be a transparent and highly conductive material, andexamples of such a material are indium tin oxide (ITO), indium zincoxide (IZO), tin oxide (SnO₂), and zinc oxide (ZnO). When the firstelectrode 110 is a semi-transmissive electrode or a reflectiveelectrode, as a material for forming the first electrode 110, at leastone of magnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li), calcium(Ca), magnesium-indium (Mg—In), magnesium-silver (Mg—Ag) may be used.

The first electrode 110 may have a single-layer structure, or amulti-layer structure including two or more layers. For example, thefirst electrode 110 may have a three-layered structure of ITO/Ag/ITO.

An organic layer 150 is disposed on the first electrode 110. The organiclayer 150 may include an emission layer.

The organic layer 150 may further include a hole transport regiondisposed between the first electrode and the emission layer, and anelectron transport region disposed between the emission layer and thesecond electrode.

The hole transport region may include at least one selected from a holeinjection layer (HIL), a hole transport layer (HTL), a buffer layer, andan electron blocking layer (EBL), and the electron transport region mayinclude at least one selected from a hole blocking layer (HBL), anelectron transport layer (ETL), and an electron injection layer (EIL).

The hole transport region may have a single-layered structure formed ofa single material, a single-layered structure formed of a plurality ofdifferent materials, or a multi-layered structure having a plurality oflayers formed of a plurality of different materials.

For example, the hole transport region may have a single-layeredstructure formed of a plurality of different materials, or a structureof hole injection layer/hole transport layer, a structure of holeinjection layer/hole transport layer/buffer layer, a structure of holeinjection layer/buffer layer, a structure of hole transport layer/bufferlayer, or a structure of hole injection layer/hole transportlayer/electron blocking layer, wherein layers of each structure aresequentially stacked from the first electrode 110 in this stated order.

When the hole transport region includes a hole injection layer, the holeinjection layer may be formed on the first electrode 110 by using one ormore methods selected from vacuum deposition, spin coating, casting, aLangmuir-Blodgett (LB) method, ink-jet printing, laser-printing, andlaser-induced thermal imaging.

When a hole injection layer is formed by vacuum deposition, for example,the vacuum deposition may be performed at a temperature of a depositiontemperature of about 100 to about 500° C., at a vacuum degree of about10⁻⁸ to about 10⁻³ torr, and at a deposition rate of about 0.01 to about100 Å/sec by taking into account a compound for a hole injection layerto be deposited, and the structure of a hole injection layer to beformed.

When a hole injection layer is formed by spin coating, the spin coatingmay be performed at a coating rate of about 2000 rpm to about 5000 rpm,and at a temperature of about 80° C. to 200° C. by taking into account acompound for a hole injection layer to be deposited, and the structureof a hole injection layer to be formed.

When the hole transport region includes a hole transport layer, the holetransport layer may be formed on the first electrode 110 or the holeinjection layer by using one or more methods selected from vacuumdeposition, spin coating, casting, a LB method, ink-jet printing,laser-printing, and laser-induced thermal imaging. When the holetransport layer is formed by vacuum deposition or spin coating,deposition and coating conditions for the hole transport layer may bedetermined by referring to the deposition and coating conditions for thehole injection layer.

The hole transport region may include the condensed cyclic compoundrepresented by Formula 1. For example, the hole transport region mayinclude the hole transport layer, and the hole transport layer mayinclude the condensed cyclic compound represented by Formula 1.

In some embodiments, the hole transport region may include at least oneselected from m-MTDATA, TDATA, 2-TNATA, NPB, 13-NPB, TPD, Spiro-TPD,Spiro-NPB, α-NPB, TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine(TCTA), polyaniline/dodecylbenzenesulfonic acid (Pani/DBSA),poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS),polyaniline/camphor sulfonicacid (Pani/CSA),(polyaniline)/poly(4-styrenesulfonate) (PANI/PSS), a compoundrepresented by Formula 201 below, and a compound represented by Formula202 below:

In Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may be each independently understood by referring to thedescription of L₁ provided herein,

xa1 to xa4 may be each independently selected from 0, 1, 2, and 3,

xa5 may be selected from 1, 2, 3, 4, and 5, and

R₂₀₁ to R₂₀₄ may be each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

For example, in Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may be each independently selected from

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorene group, a dibenzofluorenegroup, a phenanthrenylene group, an anthracenylene group, a pyrenylenegroup, a chrysenylene group, a pyridinylene group, a pyrazinylene group,a pyrimidinylene group, a pyridazinylene group, a quinolinylene group,an isoquinolinylene group, a quinoxalinylene group, a quinazolinylenegroup, a carbazolylene group, and a triazinylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and a triazinylenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group,

xa1 to xa4 may be each independently 0, 1, or 2,

xa5 may be 1, 2, or 3, and

R₂₀₁ to R₂₀₄ may be each independently selected from

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a Spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group, each substituted with at leastone selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, a naphthyl group, an azulenyl group,a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group.

The compound represented by Formula 201 may be represented by Formula201A:

For example, the compound represented by Formula 201 may be representedby Formula 201A-1:

The compound represented by Formula 202 may be represented by Formula202A:

In Formulae 201A, 201A-1, and 202A, L₂₀₁ to L₂₀₃, xa1 to xa3, xa5, andR₂₀₂ to R₂₀₄ may be understood by referring to descriptions thereofprovided herein, R₂₁₁ and R₂₁₂ may be understood by referring to thedescription of R₂₀₃, and R₂₁₃ to R₂₁₇ may be each independently selectedfrom hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group.

The compound represented by Formula 201 and the compound represented byFormula 202 may each include Compounds HT1 to HT20.

A thickness of the hole transport region may be in a range of about 100Å to about 10000 Å, for example, about 100 Å to about 1000 Å. When thehole transport region includes at least one of a hole injection layerand a hole transport layer, the thickness of the hole injection layermay be in a range of about 100 Å to about 10,000 Å, and for example,about 100 Å to about 1,000 Å, and the thickness of the hole transportlayer may be in a range of about 50 Å to about 2,000 Å, and for example,about 100 Å to about 1500 Å. When the thicknesses of the hole transportregion, the hole injection layer and the hole transport layer are withinthese ranges, satisfactory hole transporting characteristics may beobtained without a substantial increase in driving voltage.

The hole transport region may further include, in addition to thesematerials, a charge-generation material for the improvement ofconductive properties. The charge-generation material may behomogeneously or unhomogeneously dispersed in the hole transport region.

The charge-generation material may be, e.g., a p-dopant. The p-dopantmay be one selected from a quinone derivative, a metal oxide, and acyano group-containing compound. For example, non-limiting examples ofthe p-dopant are a quinone derivative, such astetracyanoquinonedimethane (TCNQ) or2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinonedimethane (F4-TCNQ); ametal oxide, such as a tungsten oxide or a molybdenum oxide, andCompound HT-D1 illustrated below.

The hole transport region may further include, in addition to the holeinjection layer and the hole transport layer, at least one of a bufferlayer and an electron blocking layer. Since the buffer layer maycompensate for an optical resonance distance according to a wavelengthof light emitted from the emission layer, light-emission efficiency of aformed organic light-emitting device may be improved. For use as amaterial included in the buffer layer, materials that are included inthe hole transport region may be used. The electron blocking layerprevents injection of electrons from the electron transport region.

An emission layer is formed on the first electrode 110 or the holetransport region by using one or more methods selected from vacuumdeposition, spin coating, casting, a LB method, ink-jet printing,laser-printing, and laser-induced thermal imaging. When the emissionlayer is formed by vacuum deposition or spin coating, deposition andcoating conditions for the emission layer may be determined by referringto the deposition and coating conditions for the hole injection layer.

When the organic light-emitting device 10 is a full color organiclight-emitting device, the emission layer may be patterned into a redemission layer, a green emission layer, or a blue emission layer,according to a sub pixel. In some embodiments, the emission layer mayhave a stacked structure of a red emission layer, a green emissionlayer, and a blue emission layer, or may include a red-light emissionmaterial, a green-light emission material, and a blue-light emissionmaterial, which are mixed with each other in a single layer, to emitwhite light.

The emission layer may include the host and dopant. The host may includethe condensed cyclic compound represented by Formula 1.

The dopant may include a phosphorescent dopant or a fluorescent dopant.

The phosphorescent dopant may include an organometallic complexrepresented by Formula 401:

In Formula 401,

M may be selected from iridium (Ir), platinum (Pt), osmium (Os),titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium(Tb), and thulium (TM),

X₄₀₁ to X₄₀₄ may be each independently nitrogen or carbon,

A₄₀₁ and A₄₀₂ rings may be each independently selected from asubstituted or unsubstituted benzene, a substituted or unsubstitutednaphthalene, a substituted or unsubstituted fluorene, a substituted orunsubstituted spiro-bifluorene, a substituted or unsubstituted indene, asubstituted or unsubstituted pyrrole, a substituted or unsubstitutedthiophene, a substituted or unsubstituted furan, a substituted orunsubstituted imidazole, a substituted or unsubstituted pyrazole, asubstituted or unsubstituted thiazole, a substituted or unsubstitutedisothiazole, a substituted or unsubstituted oxazole, a substituted orunsubstituted isoxazole, a substituted or unsubstituted pyridine, asubstituted or unsubstituted pyrazine, a substituted or unsubstitutedpyrimidine, a substituted or unsubstituted pyridazine, a substituted orunsubstituted quinoline, a substituted or unsubstituted isoquinoline, asubstituted or unsubstituted benzoquinoline, a substituted orunsubstituted quinoxaline, a substituted or unsubstituted quinazoline, asubstituted or unsubstituted carbazole, a substituted or unsubstitutedbenzoimidazole, a substituted or unsubstituted benzofuran, a substitutedor unsubstituted benzothiophene, a substituted or unsubstitutedisobenzothiophene, a substituted or unsubstituted benzoxazole, asubstituted or unsubstituted isobenzoxazole, a substituted orunsubstituted triazole, a substituted or unsubstituted oxadiazole, asubstituted or unsubstituted triazine, a substituted or unsubstituteddibenzofuran, and a substituted or unsubstituted dibenzothiophene,

at least one of substituents of the substituted benzene, substitutednaphthalene, substituted fluorene, substituted spiro-bifluorene,substituted indene, substituted pyrrole, substituted thiophene,substituted furan, substituted imidazole, substituted pyrazole,substituted thiazole, substituted isothiazole, substituted oxazole,substituted isoxazole, substituted pyridine, substituted pyrazine,substituted pyrimidine, substituted pyridazine, substituted quinoline,substituted isoquinoline, substituted benzoquinoline, substitutedquinoxaline, substituted quinazoline, substituted carbazole, substitutedbenzoimidazole, substituted benzofuran, substituted benzothiophene,substituted isobenzothiophene, substituted benzoxazole, substitutedisobenzoxazole, substituted triazole, substituted oxadiazole,substituted triazine, substituted dibenzofuran, and substituteddibenzothiophene may be selected from

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—N(Q₄₀₁)(Q₄₀₂), —Si(Q₄₀₃)(Q₄₀₄)(Q₄₀₅), and —B(Q₄₀₆)(Q₄₀₇);

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —N(Q₄₁₁)(Q₄₁₂),—Si(Q₄₁₃)(Q₄₁₄)(Q₄₁₅), and —B(Q₄₁₆)(Q₄₁₇); and

-   -   —N(Q₄₂₁)(Q₄₂₂), —Si(Q₄₂₃)(Q₄₂₄)(Q₄₂₅), and —B(Q₄₂₆)(Q₄₂₇),

L₄₀₁ is an organic ligand,

xc1 is 1, 2, or 3, and

xc2 is 0, 1, 2, or 3.

L₄₀₁ may be a monovalent, divalent, or trivalent organic ligand. Forexample, L₄₀₁ may be selected from a halogen ligand (for example, Cl orF), a diketone ligand (for example, acetylacetonate,1,3-diphenyl-1,3-propandionate, 2,2,6,6-tetramethyl-3,5-heptandionate,or hexafluoroacetonate), a carboxylic acid ligand (for example,picolinate, dimethyl-3-pyrazolecarboxylate, or benzoate), a carbonmonooxide ligand, an isonitrile ligand, a cyano ligand, and aphosphorous ligand (for example, phosphine, and phosphite).

Q₄₀₁ to Q₄₀₇, Q₄₁₁ to Q₄₁₇, and Q₄₂₁ to Q₄₂₇ may be each independentlyselected from hydrogen, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group.

When A₄₀₁ in Formula 401 has two or more substituents, the substituentsof A₄₀₂ may be linked to each other to form a saturated or unsaturatedring.

When A₄₀₂ in Formula 402 has two or more substituents, the substituentsof A₄₀₂ may be linked to each other to form a saturated or unsaturatedring.

When xc1 in Formula 401 is two or more, a plurality of ligands inFormula 401 may be identical or different. When xc1 in Formula 401 istwo or more, A₄₀₁ and A₄₀₂ may be respectively directly connected toA₄₀₁ and A₄₀₂ of other neighboring ligands with or without a linker (forexample, a C₁-C₅ alkylene, or —N(R′)— (wherein R′ may be a C₁-C₁₀ alkylgroup or a C₆-C₂₀ aryl group) or —C(═O)—) therebetween.

The phosphorescent dopant may be, for example, selected from CompoundsPD1 to PD75:

The fluorescent dopant may include a compound represented by Formula501:

In Formula 501,

Ar₅₀₁ may be selected from

a naphthalene, a heptalene, a fluorene, spiro-bifluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene; and

a naphthalene, a heptalene, a fluorene, spiro-bifluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, aC₂-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclicgroup, a monovalent non-aromatic condensed heteropolycyclic group, and—Si(Q₅₀₁)(Q₅₀₂)(Q₅₀₃) (wherein Q₅₀₁ to Q₅₀₃ may be each independentlyselected from hydrogen, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group),

L₅₀₁ to L₅₀₃ may each be understood by referring to the description ofL₁ provided herein,

R₅₀₁ and R₅₀₂ may be each independently selected from a phenyl group, abiphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group,a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazole group, atriazinyl group, a dibenzofuranyl group, and a dibenzothiophenyl group;and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, a triazinyl group, a dibenzofuranyl group, and adibenzothiophenyl group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, atriazinyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,

xd1 to xd3 may be each independently selected from 0, 1, 2, and 3, and

xd4 may be selected from 1, 2, 3, and 4.

In an implementation, the fluorescent host may include at least one ofCompounds FD1 to FD9:

Alternatively, the fluorescent dopant may be selected from compoundsbelow.

An amount of the dopant in the emission layer may be, e.g., in a rangeof about 0.01 to about 15 parts by weight based on 100 parts by weightof the host.

A thickness of the emission layer may be in a range of about 100 Å toabout 1,000 Å, for example, about 200 Å to about 600 Å. When thethickness of the emission layer is within this range, excellentlight-emission characteristics may be obtained without a substantialincrease in driving voltage.

Then, an electron transport region may be disposed on the emissionlayer.

The electron transport region may include at least one selected from ahole blocking layer, an electron transport layer (ETL), and an electroninjection layer.

For example, the electron transport region may have a structure ofelectron transport layer/electron injection layer or a structure of holeblocking layer/electron transport layer/electron injection layer,wherein layers of each structure are sequentially stacked in a directionout of the emission layer in the stated order.

According to an embodiment, the organic layer 150 of the organiclight-emitting device may include an electron transport region disposedbetween the emission layer and the second electrode 190.

When the electron transport region includes a hole blocking layer, thehole blocking layer may be formed on the emission layer by using one ormore methods selected from vacuum deposition, spin coating, casting, aLB method, ink-jet printing, laser-printing, and laser-induced thermalimaging. When the hole blocking layer is formed by vacuum deposition orspin coating, deposition and coating conditions for the hole blockinglayer may be determined by referring to the deposition and coatingconditions for the hole injection layer.

The hole blocking layer may include, for example, at least one of BCPand Bphen.

A thickness of the hole blocking layer may be in a range of about 20 Åto about 1000 Å, for example, about 30 Å to about 300 Å. When thethickness of the hole blocking layer is within these ranges, the holeblocking layer may have improved hole blocking ability without asubstantial increase in driving voltage.

The electron transport region may include an electron transport layer.The electron transport layer may be formed on the emission layer or thehole blocking layer by using one or more methods selected from vacuumdeposition, spin coating, casting, a LB method, ink-jet printing,laser-printing, and laser-induced thermal imaging. When an electrontransport layer is formed by vacuum deposition or spin coating,deposition and coating conditions for the electron transport layer maybe determined by referring to the deposition and coating conditions forthe hole injection layer.

In some embodiments, the electron transport layer may include at leastone compound selected from a compound represented by Formula 601 and acompound represented by Formula 602 illustrated below:Ar₆₀₁-[(L₆₀₁)_(xe1)-E₆₀₁]_(xe2)  <Formula 601>

In Formula 601,

Ar₆₀₁ may be selected from

a naphthalene, a heptalene, a fluorene, a spiro-bifluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene; and

a naphthalene, a heptalene, a fluorene, a spiro-bifluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, aC₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclicgroup, a monovalent non-aromatic condensed heteropolycyclic group, and—Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃)(wherein Q₃₀₁ to Q₃₀₃ may be each independentlyhydrogen, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₆-C₆₀ arylgroup, or a C₁-C₆₀ heteroaryl group),

L₆₀₁ may be understood by referring to the description of L₁ providedherein,

E₆₀₁ may be selected from

a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinylgroup, and an imidazopyrimidinyl group; and

a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinylgroup, and an imidazopyrimidinyl group, each substituted with at leastone selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, an imidazopyridinyl group, and animidazopyrimidinyl group,

xe1 may be selected from 0, 1, 2, and 3, and

xe2 may be selected from 1, 2, 3, and 4.

In Formula 602,

X₆₁₁ is N or C-(L₆₁₁)_(xe611)-R₆₁₁, X₆₁₂ is N or C-(L₆₁₂)_(xe612)-R₆₁₂,X₆₁₃ is N or C-(L₆₁₃)_(xe613)-R₆₁₃, and at least one of X₆₁₁ to X₆₁₃ isN,

L₆₁₁ to L₆₁₆ may each be understood by referring to the description ofL₁ provided herein,

R₆₁₁ to R₆₁₆ may be each independently selected from

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a Spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group, each substituted with at leastone selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, a naphthyl group, an azulenyl group,a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group, and

xe611 to xe616 may be each independently selected from 0, 1, 2 and 3.

The compound represented by Formula 601 and the compound represented byFormula 602 may be each independently selected from Compounds ET1 toET15:

Alternatively, the electron transport layer may include at least one ofBCP, Bphen, Alq₃, Balq, TAZ, and NTAZ.

A thickness of the electron transport layer may be in a range of about100 Å to about 1,000 Å, for example, about 150 Å to about 500 Å. Whenthe thickness of the electron transport layer is within the rangedescribed above, the electron transport layer may have satisfactoryelectron transport characteristics without a substantial increase indriving voltage.

Also, the electron transport layer may further include, in addition tothe materials described above, a metal-containing material.

The metal-containing material may include a Li complex. The Li complexmay include, for example, Compound ET-D1 (lithium quinolate, LiQ) orET-D2.

The electron transport region may include an electron injection layerthat facilitates the injection of electrons from the second electrode190.

The electron injection layer may be formed on the electron transportlayer by using one or more methods selected from vacuum deposition, spincoating, casting, a LB method, ink-jet printing, laser-printing, andlaser-induced thermal imaging. When an electron injection layer isformed by vacuum deposition or spin coating, deposition and coatingconditions for the electron injection layer may be determined byreferring to the deposition and coating conditions for the holeinjection layer.

The electron injection layer may include at least one selected from,LiF, NaCl, CsF, Li₂O, BaO, and LiQ.

A thickness of the electron injection layer may be in a range of about 1Å to about 100 Å, about 3 Å to about 90 Å. When the thickness of theelectron injection layer is within the range described above, theelectron injection layer may have satisfactory electron injectioncharacteristics without a substantial increase in driving voltage.

The second electrode 190 may be disposed on the organic layer 150 havingsuch a structure. The second electrode 190 may be a cathode that is anelectron injection electrode, and in this regard, a material for formingthe second electrode 190 may be a material having a low work function,and such a material may be metal, alloy, an electrically conductivecompound, or a mixture thereof. Examples of the second electrode 190 arelithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li),calcium (Ca), magnesium-indium (Mg—In), or magnesium-silver (Mg—Ag). Insome embodiments, the material for forming the second electrode 190 maybe ITO or IZO. The second electrode 190 may be a semi-transmissiveelectrode or a transmissive electrode.

An organic light-emitting device 20 of FIG. 2 may include a firstcapping layer 210, a first electrode 110, an organic layer 150, and asecond electrode 190 which are sequentially stacked in this statedorder, an organic light-emitting device 30 of FIG. 3 may include a firstelectrode 110, an organic layer 150, a second electrode 190, and asecond capping layer 220 which are sequentially stacked in this statedorder, and an organic light-emitting device 20 of FIG. 4 may include afirst capping layer 210, a first electrode 110, an organic layer 150, asecond electrode 190, and a second capping layer 220.

Regarding FIGS. 2 to 4, descriptions of the first electrode 110, theorganic layer 150, and the second electrode 190 may be understood byreferring to the description presented in connection with FIG. 1.

In the organic layer 150 of each of the organic light-emitting devices20 and 40, light generated in an emission layer may pass through thefirst electrode 110, which is a semi-transmissive electrode or atransmissive electrode, and the first capping layer 210 toward theoutside, and in the organic layer 150 of each of the organiclight-emitting devices 30 and 40, light generated in an emission layermay pass through the second electrode 190, which is a semi-transmissiveelectrode or a transmissive electrode, and the second capping layer 220toward the outside.

The first capping layer 210 and the second capping layer 220 may improveexternal luminescent efficiency according to the principle ofconstructive interference.

In an implementation, the first capping layer 210 of FIG. 2 and thesecond capping layer 220 of FIG. 3 may include the condensed cycliccompound represented by Formula 1.

In an implementation, at least one of the first capping layer 210 andthe second capping layer 220 of FIG. 4 may include the condensed cycliccompound represented by Formula 1.

In an implementation, the organic layer 150 of FIGS. 2 to 4 may notinclude the condensed cyclic compound represented by Formula 1.

The organic light-emitting device has been described above withreference to FIGS. 1 to 4.

A C₁-C₆₀ alkyl group used herein refers to a linear or branchedaliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, anddetailed examples thereof are a methyl group, an ethyl group, a propylgroup, an isobutyl group, a sec-butyl group, a tert-butyl group, apentyl group, an iso-amyl group, and a hexyl group. A C₁-C₆₀ alkylenegroup used herein refers to a divalent group having the same structureas the C₁-C₆₀ alkyl group.

A C₁-C₆₀ alkoxy group used herein refers to a monovalent grouprepresented by —OA₁₀₁ (wherein A₁₀₁ is the C₁-C₆₀ alkyl group), anddetailed examples thereof are a methoxy group, an ethoxy group, and anisopropyloxy group.

A C₂-C₆₀ alkenyl group used herein refers to a hydrocarbon groupincluding at least one carbon double bond in the middle or at theterminal of the C₂-C₆₀ alkyl group, and detailed examples thereof are anethenyl group, a prophenyl group, and a butenyl group. A C₂-C₆₀alkenylene group used herein refers to a divalent group having the samestructure as the C₂-C₆₀ alkenyl group.

A C₂-C₆₀ alkynyl group used herein refers to a hydrocarbon groupincluding at least one carbon triple bond in the middle or at theterminal of the C₂-C₆₀ alkyl group, and detailed examples thereof are anethynyl group and a propynyl group. A C₂-C₆₀ alkynylene group usedherein refers to a divalent group having the same structure as theC₂-C₆₀ alkynyl group.

A C₃-C₁₀ cycloalkyl group used herein refers to a monovalent saturatedhydrocarbon monocyclic group having 3 to 10 carbon atoms, and detailedexamples thereof are a cyclopropyl group, a cyclobutyl group, acyclopentyl group, a cyclohexyl group, and a cycloheptyl group. A C₃-C₁₀cycloalkylene group used herein refers to a divalent group having thesame structure as the C₃-C₁₀ cycloalkyl group.

A C₁-C₁₀ heterocycloalkyl group used herein refers to a monovalentmonocyclic group having at least one heteroatom selected from N, O, Si,P, and S as a ring-forming atom and 1 to 10 carbon atoms, and detailedexamples thereof are a tetrahydrofuranyl group and atetrahydrothiophenyl group. A C₁-C₁₀ heterocycloalkylene group usedherein refers to a divalent group having the same structure as theC₁-C₁₀ heterocycloalkyl group.

A C₃-C₁₀ cycloalkenyl group used herein refers to a monovalentmonocyclic group that has 3 to 10 carbon atoms and at least one doublebond in the ring thereof and does not have aromaticity, and detailedexamples thereof are a cyclopentenyl group, a cyclohexenyl group, and acycloheptenyl group. A C₃-C₁₀ cycloalkenylene group used herein refersto a divalent group having the same structure as the C₃-C₁₀ cycloalkenylgroup.

A C₁-C₁₀ heterocycloalkenyl group used herein refers to a monovalentmonocyclic group that has at least one heteroatom selected from N, O,Si, P, and S as a ring-forming atom, 1 to 10 carbon atoms, and at leastone double bond in its ring. Detailed examples of the C₁-C₁₀heterocycloalkenyl group are a 2,3-hydrofuranyl group and a2,3-hydrothiophenyl group. A C₁-C₁₀ heterocycloalkenylene group usedherein refers to a divalent group having the same structure as theC₁-C₁₀ heterocycloalkenyl group.

A C₆-C₆₀ aryl group used herein refers to a monovalent group having acarbocyclic aromatic system having 6 to 60 carbon atoms, and a C₆-C₆₀arylene group used herein refers to a divalent group having acarbocyclic aromatic system having 6 to 60 carbon atoms. Detailedexamples of the C₆-C₆₀ aryl group are a phenyl group, a naphthyl group,an anthracenyl group, a phenanthrenyl group, a pyrenyl group, and achrysenyl group. When the C₆-C₆₀ aryl group and the C₆-C₆₀ arylene groupeach include two or more rings, the rings may be fused to each other.

A C₁-C₆₀ heteroaryl group used herein refers to a monovalent grouphaving a carbocyclic aromatic system that includes at least oneheteroatom selected from N, O, Si, P, and S as a ring-forming atom andhas 1 to 60 carbon atoms. A C₁-C₆₀ heteroarylene group used hereinrefers to a divalent group having a carbocyclic aromatic system thatincludes at least one heteroatom selected from N, O, P, and S as aring-forming atom and 1 to 60 carbon atoms. Examples of the C₁-C₆₀heteroaryl group are a pyridinyl group, a pyrimidinyl group, a pyrazinylgroup, a pyridazinyl group, a triazinyl group, a quinolinyl group, andan isoquinolinyl group. When the C₁-C₆₀ heteroaryl group and the C₁-C₆₀heteroarylene group each include two or more rings, the rings may befused to each other.

A C₆-C₆₀ aryloxy group used herein indicates —OA₁₀₂ (wherein A₁₀₂ is theC₆-C₆₀ aryl group), and a C₆-C₆₀ arylthio group used herein indicates—SA₁₀₃ (wherein A₁₀₃ is the C₆-C₆₀ aryl group).

A monovalent non-aromatic condensed polycyclic group used herein refersto a monovalent group (for example, having 8 to 60 carbon atoms) thathas two or more rings condensed to each other, includes only carbonatoms as a ring forming atom, and has non-aromaticity in the entiremolecular structure. A detailed example of the monovalent non-aromaticcondensed polycyclic group is a fluorenyl group. A divalent non-aromaticcondensed polycyclic group used herein refers to a divalent group havingthe same structure as the monovalent non-aromatic condensed polycyclicgroup.

A monovalent non-aromatic condensed heteropolycyclic group used hereinrefers to a monovalent group (for example, having 1 to 60 carbon atoms)that has two or more rings condensed to each other, includes aheteroatom selected from N, O, Si, P, and S, other than carbon atoms, asa ring forming atom, and has non-aromaticity in the entire molecularstructure. An example of the monovalent non-aromatic condensedheteropolycyclic group is a carbazolyl group. A divalent non-aromaticcondensed heteropolycyclic group used herein refers to a divalent grouphaving the same structure as the monovalent non-aromatic condensedheteropolycyclic group.

As used herein, at least one of substituents of the substitutedcondensed polycyclic group, substituted C₃-C₁₀ cycloalkylene group,substituted C₁-C₁₀ heterocycloalkylene group, substituted C₃-C₁₀cycloalkenylene group, substituted C₁-C₁₀ heterocycloalkenylene group,substituted C₆-C₆₀ arylene group, substituted C₁-C₆₀ heteroarylenegroup, substituted divalent non-aromatic condensed polycyclic group,substituted divalent non-aromatic condensed heteropolycyclic group,substituted C₁-C₆₀ alkyl group, substituted C₂-C₆₀ alkenyl group,substituted C₂-C₆₀ alkynyl group, substituted C₁-C₆₀ alkoxy group,substituted C₃-C₁₀ cycloalkyl group, substituted C₁-C₁₀ heterocycloalkylgroup, substituted C₃-C₁₀ cycloalkenyl group, substituted C₁-C₁₀heterocycloalkenyl group, substituted C₆-C₆₀ aryl group, substitutedC₆-C₆₀ aryloxy group, substituted C₆-C₆₀ arylthio group, substitutedC₁-C₆₀ heteroaryl group, substituted monovalent non-aromatic condensedpolycyclic group, and substituted monovalent non-aromatic condensedheteropolycyclic group may be selected from

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₆₀ alkoxy group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —N(Q₁₁)(Q₁₂),—Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂),—Si(Q₂₃)(Q₂₄)(Q₂₅), and —B(Q₂₆)(Q₂₇); and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇),

wherein Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ may be eachindependently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenylgroup, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group.

The term “Ph” used herein refers to a phenyl group, the term “Me” usedherein refers to a methyl group, the term “Et” used herein refers to anethyl group, and the term “ter-Bu” or “Bu^(t)” used herein refers to atert-butyl group.

The following Examples and Comparative Examples are provided in order tohighlight characteristics of one or more embodiments, but it will beunderstood that the Examples and Comparative Examples are not to beconstrued as limiting the scope of the embodiments, nor are theComparative Examples to be construed as being outside the scope of theembodiments. Further, it will be understood that the embodiments are notlimited to the particular details described in the Examples andComparative Examples.

Hereinafter, an organic light-emitting device according to an embodimentwill be described in detail with reference to Synthesis Examples andExamples. The wording “B was used instead of A” used in describingSynthesis Examples below means that a molar equivalent of A is identicalto a molar equivalent of B.

EXAMPLE Synthesis Example 1: Synthesis of Compound 1

0.585 g (1 eq, 1.30 mmol) of2′-bromospiro[benzo[b]indeno[2,1-d]thiophene-10,9′-fluorene], 0.43 g(1.1 eq, 1.43 mmol) of (10-phenylanthracen-9-yl)boronic acid, and 0.06 g(0.04 eq, 0.052 mmol) of tetrakis(triphenylphosphine)palladium(0) wereput into a reaction vessel, dried under vacuum, and then the reactionvessel was purged with nitrogen gas. After 13 mL of toluene was added tothe reaction vessel, 6.5 mL of ethanol and 6.5 mL (10 eq, 13.0 mmol) ofa 2.0 molar (M) sodium carbonate aqueous solution were added thereto andstirred under reflux at a temperature of about 80° C. for about 3 hours.Once the reaction was complete, the resulting reaction product waswashed with distilled water, followed by extraction with ethyl acetateto obtain an organic layer. The obtained product was dried usingmagnesium sulfate, filtered using Celite, and then purified using silicasilica gel column chromatography to obtain 0.6480 g (yield=80%) ofCompound 1(2′-(10-phenylanthracen-9-yl)spiro[benzo[b]indeno[2,1-d]thiophene-10,9′-fluorene]).

¹H NMR 7.98 (1H), 7.91 (5H), 7.87 (1H), 7.73 (1H), 7.67 (3H), 7.51 (7H),7.37 (7H), 7.32 (3H), atmospheric-pressure chemical ionization massspectrometry (APCI-MS) (m/z): 624[M+]

Synthesis Example 2: Synthesis of Compound 2

0.592 g (yield=75%) of Compound 2(2-(10-phenylanthracen-9-yl)spiro[fluorene-9,10′-indeno[1,2-b]benzofuran])was obtained in the same manner as in Synthesis Example 1, except that0.564 g (1 eq, 1.30 mmol) of2-bromospiro[fluorene-9,10′-indeno[1,2-b]benzofuran] was used instead of2′-bromospiro[benzo[b]indeno[2,1-d]thiophene-10,9′-fluorene].

¹H NMR: 7.91 (5H), 7.87 (2H), 7.77 (1H), 7.67 (3H), 7.51 (7H), 7.37(7H), 7.32 (3H) APCI-MS (m/z): 608[M+]

Synthesis Example 3: Synthesis of Compound 11

0.609 g (yield=75%) of Compound 11(7′-(10-phenylanthracen-9-yl)spiro[benzo[b]indeno[2,1-d]thiophene-10,5′-indeno[1,2-b]pyridine])was obtained in the same manner as in Synthesis Example 1, except that0.586 g (1 eq, 1.30 mmol) of2′-bromospiro[benzo[b]indeno[2,1-d]thiophene-10,5′-indeno[1,2-c]pyridine]was used instead of2′-bromospiro[benzo[b]indeno[2,1-d]thiophene-10,9′-fluorene].

¹H NMR: 8.48 (1H), 8.24 (1H), 7.98 (1H), 7.91 (4H), 7.88 (1H), 7.67(2H), 7.51 (6H), 7.41 (5H), 7.29 (4H), 7.09 (1H) APCI-MS (m/z): 625[M+]

Synthesis Example 4: Synthesis of Compound 12

0.592 g (yield=75%) of Compound 12(7′-(10-phenylanthracen-9-yl)spiro[indeno[1,2-b]benzofuran-10,5′-indeno[1,2-b]pyridine])was obtained in the same manner as in Synthesis Example 1, except that0.556 g of (1 eq, 1.30 mmol) of7′-bromospiro[indeno[1,2-b]benzofuran-10,5′-indeno[1,2-c]pyridine] wasused instead of2′-bromospiro[benzo[b]indeno[2,1-d]thiophene-10,9′-fluorene].

¹H NMR: 8.48 (1H), 8.24 (1H), 7.91 (4H), 7.88 (2H), 7.67 (2H), 7.51(6H), 7.41 (5H), 7.29 (4H), 7.09 (1H) APCI-MS (m/z): 609[M+]

Example 1

A 15 ohms per square centimeter (Ω/cm²) ITO glass substrate (having athickness of 1,200 Å, available from Corning) was cut to a size of 50millimeters (mm)×50 mm×0.7 mm and then sonicated for five minutes ineach of isopropyl alcohol and deionized water, and then cleaned byirradiation with ultraviolet rays for 30 minutes and by exposure toozone. The resulting glass substrate (including an ITO anode) wasmounted in a vacuum deposition device.

2-TNATA was vacuum-deposited on the ITO anode of the glass substrate toform a hole injection layer (HIL) having a thickness of 600 Å, and4,4′-bis[N-(1-naphthyl)-N-phenylan amino group]biphenyl (hereinafter,“NPB”) was then vacuum-deposited on the HIL to form a hole transportlayer (HTL) having a thickness of about 300 Å.

Compound 1 (as a host) and DPAVBi (as a dopant) were co-deposited on theHTL at a weight ratio of about 95:5 to form an emission layer (EML)having a thickness of about 20 nm.

Compound ET1 was deposited on the EML to form an electron transportlayer (ETL) having a thickness of about 300 Å, and then LiF wasdeposited on the ETL to form an electron injection layer (EIL) having athickness of about 10 Å. Aluminum (Al) was then vacuum-deposited on theEIL to form a cathode having a thickness of about 3,000 Å, therebycompleting the manufacture of an organic light-emitting device.

Examples 2 to 4 and Comparative Examples 1 to 4

Organic light-emitting devices were manufactured in the same manner asin Example 1 except that, instead of Compound 1 of Example 1, thecompounds listed in Table 1 were used as hosts to form the respectiveEMLs of Examples 2 to 4 and Comparative Examples 1 to 4.

Evaluation Example 1

Driving voltages, current densities, luminances, and efficiencies of theorganic light-emitting devices of Examples 1 to 4 and ComparativeExamples 1 to 4 were evaluated using a Keithley Source-Measure Unit (SMU236) and a luminance meter (PR650). The evaluation results are shown inTable 1.

TABLE 1 Driving Current Eff- voltage density Luminance iciency Host (V)(mA/cm²) (cd/m²) (cd/A) Example 1 Compound 1  3.2 10 578 5.78 Example 2Compound 2  3.1 10 545 5.45 Example 3 Compound 11 3.8 10 480 4.80Example 4 Compound 12 3.7 10 495 4.95 Comparative Compound A 4.5 10 3113.11 Example 1 Comparative Compound B 4.3 10 367 3.67 Example 2Comparative Compound C 4.2 10 416 4.16 Example 3 Comparative Compound D4.4 10 422 4.22 Example 4

Referring to Table 1, the organic light-emitting devices of Examples 1to 4 exhibited improved driving voltages, luminances, and efficiencies,compared to the organic light-emitting devices of Comparative Examples 1to 4.

An organic light-emitting device including a condensed cyclic compoundaccording to embodiments may have a low driving voltage, highefficiency, and high luminance.

Example embodiments have been disclosed herein, and although specificterms are employed, they are used and are to be interpreted in a genericand descriptive sense only and not for purpose of limitation. In someinstances, as would be apparent to one of ordinary skill in the art asof the filing of the present application, features, characteristics,and/or elements described in connection with a particular embodiment maybe used singly or in combination with features, characteristics, and/orelements described in connection with other embodiments unless otherwisespecifically indicated. Accordingly, it will be understood by those ofskill in the art that various changes in form and details may be madewithout departing from the spirit and scope of the present invention asset forth in the following claims.

What is claimed is:
 1. A condensed cyclic compound represented byFormula 1:

wherein, in Formula 1, ring A₁ and ring A₂ are each independentlyselected from a benzene, a naphthalene, a pyridine, a pyrimidine, apyrazine, a quinoline, an isoquinoline, a quinoxaline, a quinazoline,and a cinnoline, at least one of ring A₁ and ring A₂ is selected from anaphthalene, a pyridine, a pyrimidine, a pyrazine, a quinoline, anisoquinoline, a quinoxaline, a quinazoline, and a cinnoline, X₁ isN-[(L₁₁)_(a11)-(R₁₁)_(b11)], O, or S, L₁, L₂, and L₁₁ are eachindependently selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group, a1 and a2 are eachindependently an integer of 1 to 5, a11 is an integer of 0 to 5, whereinwhen a1 is 2 or more, two or more L₁s are identical to or different fromeach other, when a2 is 2 or more, two or more L₂s are identical to ordifferent from each other, and when a11 is 2 or more, two or more L₁₁sare identical to or different from each other, R₁ to R₆ and R₁₁ are eachindependently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a substituted or unsubstituted C₁-C₆₀alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), and—B(Q₆)(Q₇), b1, b2, b5, b6, and b11 are each independently an integer of0 to 4, b3 and b4 are each independently an integer of 0 to 6, c1 and c2are each independently an integer of 0 to 4, a sum of c1 and c2 being 1to 8, and at least one substituent of the substituted C₃-C₁₀cycloalkylene group, substituted C₁-C₁₀ heterocycloalkylene group,substituted C₃-C₁₀ cycloalkenylene group, substituted C₁-C₁₀heterocycloalkenylene group, substituted C₆-C₆₀ arylene group,substituted C₁-C₆₀ heteroarylene group, substituted divalentnon-aromatic condensed polycyclic group, substituted divalentnon-aromatic condensed heteropolycyclic group, substituted C₁-C₆₀ alkylgroup, substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ alkynylgroup, substituted C₁-C₆₀ alkoxy group, substituted C₃-C₁₀ cycloalkylgroup, substituted C₁-C₁₀ heterocycloalkyl group, substituted C₃-C₁₀cycloalkenyl group, substituted C₁-C₁₀ heterocycloalkenyl group,substituted C₆-C₆₀ aryl group, substituted C₆-C₆₀ aryloxy group,substituted C₆-C₆₀ arylthio group, substituted C₁-C₆₀ heteroaryl group,substituted monovalent non-aromatic condensed polycyclic group, andsubstituted monovalent non-aromatic condensed heteropolycyclic group isselected from: deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, and a C₁-C₆₀ alkoxy group; a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenylgroup, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₃-C₁₀ cycloalkyl group, aC₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and—B(Q₁₆)(Q₁₇); a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, aC₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclicgroup, and a monovalent non-aromatic condensed heteropolycyclic group; aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂),—Si(Q₂₃)(Q₂₄)(Q₂₅), and —B(Q₂₆)(Q₂₇); and —N(Q₃₁)(Q₃₂),—Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇), wherein Q₁ to Q₇, Q₁ to Q₁₇, Q₂₁to Q₂₇, and Q₃₁ to Q₃₇ are each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromaticcondensed polycyclic group, and a monovalent non-aromatic condensedheteropolycyclic group.
 2. The condensed cyclic compound as claimed inclaim 1, wherein ring A₁ and ring A₂ are each independently selectedfrom a benzene, a naphthalene, a pyridine, a quinoline, and anisoquinoline, and at least one of ring A₁ and ring A₂ is selected from anaphthalene, a pyridine, a quinoline, and an isoquinoline.
 3. Thecondensed cyclic compound as claimed in claim 1, wherein X₁ is O or S.4. The condensed cyclic compound as claimed in claim 1, wherein L₁, L₂,and L₁₁ are each independently selected from: a phenylene group, apentalenylene group, an indenylene group, a naphthylene group, anazulenylene group, a heptalenylene group, an indacenylene group, anacenaphthylene group, a fluorenylene group, a spiro-bifluorenylenegroup, a benzofluorenylene group, a dibenzofluorenylene group, aphenalenylene group, a phenanthrenylene group, an anthracenylene group,a fluoranthenylene group, a triphenylenylene group, a pyrenylene group,a chrysenylene group, a naphthacenylene group, a picenylene group, aperylenylene group, a pentaphenylene group, a hexacenylene group, apentacenylene group, a rubicenylene group, a coronenylene group, anovalenylene group, a pyrrolylene group, a thiophenylene group, afuranylene group, an imidazolylene group, a pyrazolylene group, athiazolylene group, an isothiazolylene group, an oxazolylene group, anisoxazolylene group, a pyridinylene group, a pyrazinylene group, apyrimidinylene group, a pyridazinylene group, an isoindolylene group, anindolylene group, an indazolylene group, a purinylene group, aquinolinylene group, an isoquinolinylene group, a benzoquinolinylenegroup, a phthalazinylene group, a naphthyridinylene group, aquinoxalinylene group, a quinazolinylene group, a cinnolinylene group, acarbazolylene group, a phenanthridinylene group, an acridinylene group,a phenanthrolinylene group, a phenazinylene group, a benzoimidazolylenegroup, a benzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group; and aphenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzoimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolylene group, animidazopyridinylene group, and an imidazopyrimidinylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, abiphenyl group, a terphenyl group, a pentalenyl group, an indenyl group,a naphthyl group, an azulenyl group, a heptalenyl group, an indacenylgroup, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, anaphthacenyl group, a picenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a rubicenyl group, acoronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenylgroup, a furanyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₃)(Q₃₄)(Q₃₅), wherein Q₃₃ to Q₃₅ are each independently selectedfrom a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, and a naphthyl group.
 5. Thecondensed cyclic compound as claimed in claim 1, wherein L₁, L₂, and L₁₁are each independently a group represented by one of the followingFormulae 3-1 to 3-41:

wherein, in Formulae 3-1 to 3-41, Y₁ is O, S, C(Z₃)(Z₄), N(Z₅), orSi(Z₆)(Z₇), Z₁ to Z₇ are each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, atriazinyl group, and —Si(Q₃₃)(Q₃₄)(Q₃₅), wherein Q₃₃ to Q₃₅ are eachindependently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group,a phenyl group, a biphenyl group, a terphenyl group, and a naphthylgroup, d2 is an integer of 1 or 2, d3 is an integer of 1 to 3, d4 is aninteger of 1 to 4, d5 is an integer of 1 to 5, d6 is an integer of 1 to6, d8 is an integer of 1 to 8, and * and *′ each indicate a binding siteto a neighboring atom.
 6. The condensed cyclic compound as claimed inclaim 1, wherein: L₁ and L₂ are each independently selected fromsubstituted or unsubstituted condensed polycyclic groups having 3 ormore carbocyclic groups condensed with each other, at least onesubstituent of the substituted condensed polycyclic groups having 3 ormore carbocyclic groups condensed with each other is selected from:deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group; a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group, each substituted withat least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and—B(Q₁₆)(Q₁₇); a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, aC₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclicgroup, and a monovalent non-aromatic condensed heteropolycyclic group; aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂),—Si(Q₂₃)(Q₂₄)(Q₂₅), and —B(Q₂₆)(Q₂₇); and —N(Q₃₁)(Q₃₂),—Si(Q₃₃)(Q₃₄)(Q₃₅) and —B(Q₃₆)(Q₃₇), and wherein Q₁ to Q₇, Q₁₁ to Q₁₇,Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ are each independently selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group.
 7. Thecondensed cyclic compound as claimed in claim 1, wherein L₁ and L₂ areeach independently selected from: an indacenylene group, anacenaphthylene group, a fluorenylene group, a spiro-bifluorenylenegroup, a benzofluorenylene group, a dibenzofluorenylene group, aphenalenylene group, a phenanthrenylene group, an anthracenylene group,a fluoranthenylene group, a triphenylenylene group, a pyrenylene group,a chrysenylene group, a naphthacenylene group, a picenylene group, aperylenylene group, a pentaphenylene group, a hexacenylene group, apentacenylene group, a rubicenylene group, a coronenylene group, and anovalenylene group; and an indacenylene group, an acenaphthylene group, afluorenylene group, a spiro-bifluorenylene group, a benzofluorenylenegroup, a dibenzofluorenylene group, a phenalenylene group, aphenanthrenylene group, an anthracenylene group, a fluoranthenylenegroup, a triphenylenylene group, a pyrenylene group, a chrysenylenegroup, a naphthacenylene group, a picenylene group, a perylenylenegroup, a pentaphenylene group, a hexacenylene group, a pentacenylenegroup, a rubicenylene group, a coronenylene group, and an ovalenylenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, acycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenylgroup, a biphenyl group, a terphenyl group, a pentalenyl group, anindenyl group, a naphthyl group, an azulenyl group, a heptalenyl group,an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group,a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and—Si(Q₃₃)(Q₃₄)(Q₃₅), wherein Q₃₃ to Q₃₅ are each independently selectedfrom a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, abiphenyl group, a terphenyl group, and a naphthyl group.
 8. Thecondensed cyclic compound as claimed in claim 1, wherein R₁ to R₆ andR₁₁ are each independently selected from hydrogen, deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid group or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₁₀ alkyl group, a C₁-C₁₀alkoxy group, a group represented by one of the following Formulae 5-1to 5-75, and —Si(Q₃)(Q₄)(Q₅), in which Q₃ to Q₅ are each independentlyselected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, and a naphthyl group:

wherein, in Formulae 5-1 to 5-75, Y₃₁ is O, S, C(Z₃₃)(Z₃₄), N(Z₃₅), orSi(Z₃₆)(Z₃₇), Z₃₁ to Z₃₇ are each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, atriazinyl group, and —Si(Q₃₃)(Q₃₄)(Q₃₅), wherein Q₃₃ to Q₃; are eachindependently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group,a phenyl group, a biphenyl group, a terphenyl group, and a naphthylgroup, e2 is an integer of 1 or 2, e3 is an integer of 1 to 3, e4 is aninteger of 1 to 4, e5 is an integer of 1 to 5, e6 is an integer of 1 to6, e7 is an integer of 1 to 7, e9 is an integer of 1 to 9, and *indicates a binding site to a neighboring atom.
 9. The condensed cycliccompound as claimed in claim 1, wherein: R₃ to R₆ are each independentlyselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group, and—Si(Q₃)(Q₄)(Q₅), and R₁, R₂, and R₁₁ are each independently a grouprepresented by one of the following Formulae 6-1 to 6-43 or a grouprepresented by one of the following Formulae 10-1 to 10-117, wherein Q₃to Q₅ are each independently selected from a C₁-C₁₀ alkyl group, aC₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group:

* in Formulae 6-1 to 6-41 and 10-1 to 10-117 indicates a binding site toa neighboring atom.
 10. The condensed cyclic compound as claimed inclaim 1, wherein: L₁ and L₂ are each independently a group representedby one of the following Formulae 3-8, 3-9, 3-25, and 3-35 to 3-41, andL₁₁ is a group represented by one of the following Formulae 3-1 to 3-41:

wherein, in Formulae 3-1 to 3-41, Y₁ is O, S, C(Z₃)(Z₄), N(Z₅), orSi(Z₆)(Z₇), Z₁ to Z₇ are each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, atriazinyl group, and —Si(Q₃₃)(Q₃₄)(Q₃₅), wherein Q₃₃ to Q_(3S) are eachindependently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group,a phenyl group, a biphenyl group, a terphenyl group, and a naphthylgroup, d2 is an integer of 1 or 2, d3 is an integer of 1 to 3, d4 is aninteger of 1 to 4, d5 is an integer of 1 to 5, d6 is an integer of 1 to6, d8 is an integer of 1 to 8, and * and *′ each indicate a binding siteto a neighboring atom.
 11. The condensed cyclic compound as claimed inclaim 1, wherein the condensed cyclic compound represented by Formula 1is represented by Formula 1A:

wherein, in Formula 1A, ring A₁, ring A₂, X₁, L₁, a1, R₁, R₃ to R₆, b1,and b3 to b6 are defined the same as those of Formula
 1. 12. Thecondensed cyclic compound as claimed in claim 1, wherein the condensedcyclic compound represented by Formula 1 is represented by one ofFormulae 1-1 to 1-7:

in Formulae 1-1 to 1-7, X₁, L₁, L₂, a1, a2, R₁, R₂, R₅, R₆, b1, b2, b5,b6, c1, and c2 are defined the same as those of Formula 1, X₂₁ is N orC(R₂₁), X₂₂ is N or C(R₂₂), X₂₃ is N or C(R₂₃), X₂₄ is N or C(R₂₄), X₂₅is N or C(R₂₅), X₂₆ is N or C(R₂₆), X₃₁ is N or C(R₃₁), X₃₂ is N orC(R₃₂), X₃₃ is N or C(R₃₃), X₃₄ is N or C(R₃₄), X₃₅ is N or C(R₃₅), andX₃₆ is N or C(R₃₆), provided that in Formula 1-1, at least one of X₂₁ toX₂₄ and X₃₁ to X₃₄ is N, each of R₂₁ to R₂₆ are defined the same as R₃of Formula 1, and each of R₃₁ to R₃₆ are defined the same as R₄ ofFormula
 1. 13. The condensed cyclic compound as claimed in claim 1,wherein the condensed cyclic compound represented by Formula 1 isrepresented by one of the following Formulae 1(2) to 1(19):

wherein, in Formulae 1(2) to 1(19), X₁, L₁, L₂, a1, a2, R₁ to R₆, b1 tob6, c1, and c2 are defined the same as those of Formula 1, ba3 and bb3are each independently an integer of 0 to 3, ba4 and bb4 are eachindependently an integer of 0 to 4, ba5 and bb5 are each independentlyan integer of 0 to 5, and ba6 and bb6 are each independently an integerof 0 to
 6. 14. The condensed cyclic compound as claimed in claim 1,wherein the condensed cyclic compound represented by Formula 1 isrepresented by one of the following Formulae 1A-1 to 1A-4:

wherein, in Formulae 1A-1 to 1A-4, ring A₁ and ring A₂ are eachindependently selected from a benzene, a naphthalene, a pyridine, aquinoline, and an isoquinoline, at least one of ring A₁ and ring A₂ isselected from a naphthalene, a pyridine, a quinoline, and anisoquinoline, X₁ is O or S, R₁ is a represented by one of the followingFormulae 5-1 to 5-75, R₃ to R₆ are each independently selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, and —Si(Q₃)(Q₄)(Q₅), and b3to b6, d4, d5, and d8 are each independently 0, 1, or 2:

wherein, Y₃₁ is O, S, C(Z₃₃)(Z₃₄), N(Z₃₅), or Si(Z₃₆)(Z₃₇), Z₁, Z₂, andZ₃₁ to Z₃₇ are each independently selected from hydrogen, deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, atriazinyl group, and —Si(Q₃₃)(Q₃₄)(Q₃₅), Q₃ to Q₅ and Q₃₃ to Q₃₅ areeach independently selected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxygroup, a phenyl group, a biphenyl group, a terphenyl group, and anaphthyl group, e2 is an integer of 1 or 2, e3 is an integer of 1 to 3,e4 is an integer of 1 to 4, e5 is an integer of 1 to 5, e6 is an integerof 1 to 6, e7 is an integer of 1 to 7, and e9 is an integer of 1 to 9.15. A condensed cyclic compound, wherein the condensed cyclic compoundis one of the following Compounds 7 to 64:


16. An organic light-emitting device, comprising: a first electrode; asecond electrode facing the first electrode; and an organic layerbetween the first electrode and the second electrode, the organic layerincluding an emission layer, wherein the organic layer includes thecondensed cyclic compounds as claimed in claim
 1. 17. The organiclight-emitting device as claimed in claim 16, wherein: the firstelectrode is an anode, the second electrode is a cathode, the organiclayer includes a hole transport region between the first electrode andthe emission layer and an electron transport region between the emissionlayer and the second electrode, the hole transport region includes ahole injection layer, a hole transport layer, a buffer layer, anelectron blocking layer, or a combination thereof and the electrontransport region includes a hole blocking layer, an electron transportlayer, an electron injection layer, or a combination thereof.
 18. Theorganic light-emitting device as claimed in claim 16, wherein thecondensed cyclic compound is in the emission layer.
 19. The organiclight-emitting device as claimed in claim 18, wherein the emission layerfurther includes a fluorescent dopant.
 20. An organic light-emittingdevice, comprising: a first electrode; a second electrode facing thefirst electrode; and an organic layer between the first electrode andthe second electrode, the organic layer including an emission layer,wherein the organic layer includes the condensed cyclic compound asclaimed in claim 15.